• Fall into St Michaels
  • Fall into St. Michaels October 15 - 22, 2017

  • 632.png
  • Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland.   The change of the season brings excitement and vibrant color to the town, as residents and businesses celebrate Fall into St. Michaels.  The cool breezes, beautiful sunsets and charming streets and views offer the perfect setting for strolling.
    Fall is the time when we yearn for snuggling in sweaters, we gear up for pumpkin patches and we sip on apple cider. The autumn months are a perfect time to visit St. Michaels for a romantic retreat or a family get away.  

    The kick off for the celebrations of our Fall into St. Michaels special events is the 37th Annual Fireman's Auction, o Sunday, October 15th starting at 1:00 p.m.   The event will be held at Awful Arthur's Seafood & Oyster Bar with indoor and outdoor venues, multiple bars, and new and exciting silent and live auction items. More information below.

    The annual pumpkin carving, pie baking contest and scarecrow contest will be held in the St. Michaels Community Center on Railroad Avenue.   Stop by at vote for all your favorites, then grab a slice or two of pie, all proceeds benefit the St. Michaels Community Center!

    The annual Jack Russell Races on Sunday will take place at the Inn at Perry Cabin front lawn at 11:00 a.m. More information below.

    Fall into St. Michaels could not happen without the support of the St. Michaels Business Association members, St. Michaels Community CenterTown of St. Michaels and Talbot County Office of Tourism.


  • fireman-2017.jpg
  • Auction-photo.jpg
  • Donations are sailing in for the St. Michaels Fireman’s auction on 1 p.m. Sunday, Oct. 15th, at Awful Arthur’s Seafood Restaurant in St. Michaels, MD thanks to a dedicated group of new volunteers and local business owners.

    Awful Arthur’s will host the event with indoor and outdoor venues, multiple bars, and new and exciting silent and live auction items.

    “Its the best of our community, coming together as one,” says Terrye Knopp, owner of another local restaurant, Foxy’s Harbor Grille. “Being a part of this event’s rich history of giving back to those who serve our special town is rewarding and full of emotion for all of us. We enjoy working together for such a great cause.”

    Donations are still in need, particularly unusual and special items created just for the auction. Local art, historical items and gift certificates from local businesses are welcome.

    For more information or to donate, call event chairman Donna Pierson at 410-822-5866.

  • Every year, dog owners from all over Maryland join the residents of St. Michaels on the lawn at the Inn at Perry Cabin for the annual Jack Russell Races on Sunday October 22, 2017. This year’s races will begin at 11:00 am. Registration is available online and at 10 a.m. that morning.

    The proceeds from the benefit will go to the St. Michaels Community Food Pantry and Pet Pantries of Talbot, Caroline and Dorchester Counties.

    The races will be broken down into categories: Jack Russell, Dachshund Dash and the famous “So Your Dog Thinks He’s a Jack” race. All dogs are welcome at the event, big or small, racing or not, to mingle with other dog lovers in Talbot County. Dogs under 25 pounds are welcome to race.

    The event will be held, rain or shine! Refreshments, including Coffee & Donuts and a Bloody Mary & Mimosa Bar, will be available on-site. There will be live raffles of items from area restaurants and retailers between races!

    No Dog? No Problem- Fun for humans, too!
    Register your Pup here.
    More Information visit our Facebook Page here.
  • Before You Visit:

  • St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. Find the perfect place to fit your needs here.

  • Nothing says Chesapeake Bay like a steaming pile of locally caught Maryland blue crabs, and our restaurants are serving the Chesapeake Bay's bounty, from steamed crabs and crab cakes to sweet soft shell clams and fresh rockfish.  Find the perfect restaurant here.

  • St. Michaels offers shopping galore, with an eclectic range of shops, including jewelry, clothing and home decor, galleries and more!   Stop by one of the many tasting rooms, offering specialty foods and locally made libations. Find our unique shops here.

  • Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors!  Find your boating options here.

  • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

© Copyright 2017 St. Michaels Maryland Business Association. All Rights Reserved. Site provided by GrowthZone - powered by ChamberMaster software.